House Sitting In Upper East Side Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

1. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

32 repeat clients

"Sarah was so wonderful with brady! She was accommodating of a last minute request and even moved around her schedule to be there for our dog. She was very re... (more)"

2. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

11 repeat clients

"Taylor was fantastic! She was very personaable and friendly with us, and our dog, Lulu. She took great care of our home, and Lulu. We came Home to a happy & ... (more)"

3. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

60 repeat clients

"We needed a sitter with less than 24 hours notice. Lori was quick to reply and she watched our two dogs with no issues. She sent photos and kept me updated. ... (more)"

4. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Upon meeting Laurie for the first time, my husband & I felt incredibly comfortable having her care for our pups in our home!!! During our meet & greet Laurie... (more)"

5. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashlyn is the best dog sitter! My Aussie and two Chihuahuas LOVE when she comes over! You can really tell Ashlyn loves dogs as she cares for them like they'r... (more)"

6. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Danielle was a great dog sitter for our Sarah! It was wonderful to have peace of mind while we were away. (more)"

7. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Hunter is truly the best. Highly recommended! He has taken very good care and provided lots of love to our dog Moses. He hangs out, takes him for walks, cudd... (more)"

Confirmed Memorial day Availability
8. Isaiah

Walks, Belly Rubs and Treats-Oh my!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Isaiah was awesome! He kept us updated while we were gone, sent pictures, and spent lots of time cuddling with our Lana. She loved him! We will for sure be b... (more)"

9. Zach

Checkin' "pup" on your dogs

Shorewood, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"My two dogs absolutely LOVE Zach and prefer him over other sitters. He's a very responsible sitter and walker and has exceeded our expectations. Zach is def... (more)"

10. Maddy

Love going on walks & being outside

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Maddy F has taken care of our pets for years. We have had the opportunity to see her in action with our dogs and it is heartwarming to see how much our dogs ... (more)"

11. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Hannah did a great job watching a menagerie while house sitting for me. My two pups loved being able to stay home, snuggle in bed, and go about their usual ... (more)"

12. Svea

Dog mom w/extra time & love to give

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Svea was great! We really loved all the photo updates she provided while we were out of town. When we came home our dogs were in good spirits and were not at... (more)"

13. Chloe

I’ll walk your dog rain or shine

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Chloe would be the best person ever to take care of your pets. I have never met anyone who loves all animals more than her. She herself also has multiple pet... (more)"

14. Christopher

B&C Pet Services

Harambee, Milwaukee, WI, 53212

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

About: Bella and Christopher have years of experience loving and caring for pets of all sizes. We have one beautiful dog of our own (Oso the hound) and si... (more)

15. Brian

I'll exercise and take care of dog

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Brian has had dogs in his life since he’s been born and it doesn’t surprise me he’s wanting to work with dogs! He trained both of our labs and took them to ... (more)"

16. Hannah

I’ll run with your dog!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Hannah is a very reliable and caring person who would be an exceptional choice as a dog caregiver. Hannah currently nannies for various families in the area,... (more)"

17. Kristen

I'll love your dogs like my own!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Kristen watched our 4 month old puppy while we were away for a week. She was very receptive to our special requests of continuing his potty and obedience tr... (more)"

Confirmed Memorial day Availability
18. Bailey & Ty

I'll love your dog like its my own

Downer Woods, MILWAUKEE, WI, 53211

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Bailey has been my go-to dog sitter for my my two burnese mountation dogs, Bennie and Snickers, for over 2 years now. She is extremely reliable and very comm... (more)"

19. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

20. Chris

Pooch-lovin' people person 4 ur pet

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Chris has a big heart and every animal in the world knows it. All kinds but especially dogs are attracted by his calm, laid-back demeanor and expert ear-scra... (more)"

Dog owners in Upper East Side Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 08 pet owners have reviewed house sitters in Upper East Side, Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Upper East Side Milwaukee.

Rover.com is the simple, savvy way to find and book Upper East Side Milwaukee house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Upper East Side Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Upper East Side Milwaukee house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Upper East Side Milwaukee, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: